61678-05-5Relevant articles and documents
Synthesis and in vitro anti-HIV activity of certain 2-(1H-benzimidazol-2-ylamino)pyrimidin-4(3H)-ones and related derivatives
Badawey, El-Sayed A. M.,Kappe, Thomas
, p. 59 - 62 (1997)
In an ongoing effort to develop novel non-nucleoside human immunodeficiency virus inhibitors, a series of substituted 2-(1H)-benzimidazol-2-ylamino)pyrimidin-4-(3H)-ones and related derivatives were synthesized via cyclocondensation of 2-guanidono-1H-benzimidazole with diethyl ethoxymethylenemalonate, substituted diethyl malonates, some β-keto esters and 2-acetylbutyrolactone. From these series of compounds, 2-(1H-benzimidazol-2-ylamino)-6-hydroxy-5-phenylpyrimidin-4(3H)-ones (5f, NSC 66628) was confirmed to have a moderate in vitro anti-HIV activity.
Synthesis of 2-amino-s-triazino[1,2-a]benzimidazoles as potential antifolates from 2-guanidino- and 2-guanidino-5-methylbenzimidazoles
Dolzhenko, Anton V.,Chui, Wai-Keung
, p. 95 - 100 (2007/10/03)
The syntheses of 2-amino-s-triazino[1,2-a]benzimidazoles from 2-guanidinobenzimidazoles were successfully carried out by a ring annelation reaction. The regiochemistry of the ring closure of 5-methyl-2- guanidinobenzimidazole with diethyl azodicarboxylate, aldehydes, acetone, diethyl ethoxymethylene-malonate and orthoesters, leading to the formation of s-triazine ring was studied. High regioselectivity was not observed in any of these reactions. However, the synthesis of s-triazino[1,2-a]benzimidazole system was found to be more regioselective than its 3,4-dihydro analogue. NOESY experiment indicated that the compound, 2-amino-4,4-dimethyl-3,4-dihydro-s- triazino[1,2-a]benzimidazole existed predominantly as the 3,4-dihydro tautomer in dimethyl sulfoxide. It was found to inhibit bovine dihydrofolate reductase with IC50 10.9 μM.
Reaction of N-Cyanoformimidates with some Heterocyclic Compounds. A New Synthesis of 5-Azaadenine and Related Compounds
Lalezari, I.,Nabahi, S.
, p. 1121 - 1123 (2007/10/02)
3-Amino-1,2,4-triazoles and 2-aminobenzimidazole were reacted with N-cyanoimidates to give 5-amino-1,2,4-triazolo-1,3,5-triazines (5-azaadenines) and 4-aminobenzimidazo-1,3,5-triazines, respectively.The structures of the compounds obtained were confirmed through the comparison with some of the possible isomers prepared by independent methods.
